Cheap flights from Chicago to Punta Cana

Flights overview

Useful information for finding cheap flights from Chicago to Punta Cana and booking your next trip
Cheapest round-trip flights $281
Frontier 1 stop 15 hr Fri, May 8 — Thu, May 14
The cheapest round-trip flight from Chicago to Punta Cana is currently $281
Cheapest one-way flight $114
Frontier 1 stop 16 hr Fri, May 8
The cheapest one-way flight from Chicago to Punta Cana is currently $114
Cheapest nonstop flights $395
United Nonstop 5 hr Mon, May 11 — Wed, May 20
The cheapest nonstop round-trip flight from Chicago to Punta Cana is currently $395
Last-minute weekend getaway $364
Frontier 1 stop 7 hr Sat, Apr 11 — Sun, Apr 12
The cheapest last-minute weekend getaway from Chicago to Punta Cana is currently $364
Cheapest business class flights $724
Frontier 1 stop 16 hr Mon, Jun 15 — Tue, Jun 23
The cheapest business class round-trip flight from Chicago to Punta Cana is currently $724
Fastest flight 4 hr 20 min The fastest nonstop flight from Chicago to Punta Cana takes 4 hr 20 min
Nonstop flights Every day There are direct flights on this route every day.

When is the cheapest time to fly?

The cheapest month to fly from Chicago to Punta Cana is typically December. The most expensive month to fly is typically March.
December
Cheapest
Typical prices: $245–740
March
Most expensive
Typical prices: $320–620

Popular airlines from Chicago to Punta Cana

  • American
    Nonstop
    from $426
    Typical price: $355–670
    12 weekly nonstop flights
    ORD - PUJ Every day
    325 weekly connecting flights
    ORD - PUJ Every day
  • Southwest
    Nonstop
    from $490
    Typical price: $450–910
    1 weekly nonstop flight
    MDW - PUJ Every Sat
    832 weekly connecting flights
    MDW, ORD - PUJ Every day
  • United
    Nonstop
    from $395
    Typical price: $375–710
    7 weekly nonstop flights
    ORD - PUJ Every day
    171 weekly connecting flights
    ORD - PUJ Every day
  • Delta
    from $481
    Typical price: $435–1,050
    395 weekly connecting flights
    MDW, ORD - PUJ Every day
  • Frontier
    Nonstop
    from $262
    Typical price: $370–740
    3 weekly nonstop flights
    ORD - PUJ Every Mon, Sat, Sun
    45 weekly connecting flights
    MDW, ORD - PUJ Every Mon, Wed, Thu, Fri, Sat, Sun
  • Arajet
    Nonstop
    from $429
    Typical price: $255–1,050
    3 weekly nonstop flights
    ORD - PUJ Every Mon, Fri, Sat

Popular airports near Chicago

  • Chicago O'Hare International Airport (ORD)
    Chicago United States 25 min 16 mi
  • Chicago Midway International Airport (MDW)
    Chicago United States 24 min 9 mi
  • Milwaukee Mitchell International Airport (MKE)
    Milwaukee United States 1 hr 23 min 75 mi
  • Indianapolis International Airport (IND)
    Indianapolis United States 2 hr 58 min 165 mi

Popular airports near Punta Cana

  • Punta Cana International Airport (PUJ)
    Punta Cana Dominican Republic 12 min 1 mi
  • Las Américas International Airport (SDQ)
    Santo Domingo Dominican Republic 1 hr 51 min 85 mi
  • La Romana International Airport (LRM)
    La Romana Dominican Republic 54 min 36 mi
  • La Isabela International Airport (JBQ)
    Santo Domingo Dominican Republic 2 hr 25 min 105 mi

Frequently asked questions about flying from Chicago to Punta Cana

The cheapest flights from Chicago to Punta Cana are usually in December. Typical ticket prices in December range from $245 to $740.
The cheapest round-trip flight from Chicago to Punta Cana recently found on Google Flights was with Frontier from $281. The cheapest one-way flight was with Frontier from $114.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest American flight from Chicago to Punta Cana is $426, flying from May 11 to May 20.
  • The cheapest Southwest flight from Chicago to Punta Cana is $490, flying from May 11 to May 20.
  • The cheapest United flight from Chicago to Punta Cana is $395, flying from May 4 to May 13.
  • The cheapest Delta flight from Chicago to Punta Cana is $481, flying from Apr 26 to May 5.
  • The cheapest Frontier flight from Chicago to Punta Cana is $262, flying from Apr 25 to May 2.
  • The cheapest Arajet flight from Chicago to Punta Cana is $429, flying from May 16 to May 23.
The cheapest round-trip flight from Chicago to Punta Cana starts at $281 from Fri, May 8 to Thu, May 14. The cheapest one-way flight starts at $114 and departs on Fri, May 8.
4 hr 20 min is the shortest flight time from Chicago to Punta Cana.
Punta Cana's climate is warm and tropical year-round. Most travelers arrive Dec–Apr, peaking in late-Dec. Punta Cana's Carnival celebrations (early Mar), the Punta Cana Food & Wine Festival (May/Jun) and the David Ortiz Golf Classic (Dec) bring large crowds to the area. It's hotter and more humid during hurricane season (Jun–Nov).
It's easy to use Google Flights to find the cheapest days to fly from Chicago to Punta Cana.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.

You can also turn on price tracking to get alerts if the price changes for a route or flight.
What counts as the best airline for your flights from Chicago to Punta Cana really depends on your individual needs. You may have a favorite carrier or a loyalty program you like, but price, convenience, and airports served also come into play. Flexibility and booking terms – Can you change flights if you want to stay longer or get a refund if you have to postpone your trip? – are also factors that help determine which airline is best to fly from Chicago to Punta Cana.

In terms of nonstop flights, American is the most popular. American offers 12 nonstop flights and 325 connecting flights per week. American flies from Chicago O'Hare International Airport (ORD) to Punta Cana International Airport (PUJ) .

In terms of flights, Southwest is the most popular. Southwest offers 1 nonstop flights and 832 connecting flights per week. Southwest flies from Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) to Punta Cana International Airport (PUJ) .

Other popular airlines flying from Chicago to Punta Cana are:
  • United offers 7 nonstop flights and 171 connecting flights per week. United flies from Chicago O'Hare International Airport (ORD) to Punta Cana International Airport (PUJ) .
  • Delta offers 395 connecting flights per week. Delta flies from Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) to Punta Cana International Airport (PUJ) .
  • Frontier offers 3 nonstop flights and 45 connecting flights per week. Frontier flies from Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) to Punta Cana International Airport (PUJ) .
  • Arajet offers 3 nonstop flights per week. Arajet flies from Chicago O'Hare International Airport (ORD) to Punta Cana International Airport (PUJ) .
The number of connecting flights refers to distinct flights with at least one stop between Chicago and Punta Cana.
The cheapest round-trip flight from Chicago to Punta Cana recently found on Google Flights was with Frontier from $281. The cheapest one-way flight was with Frontier from $114.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest American flight from Chicago to Punta Cana is $426, flying from May 11 to May 20.
  • The cheapest Southwest flight from Chicago to Punta Cana is $490, flying from May 11 to May 20.
  • The cheapest United flight from Chicago to Punta Cana is $395, flying from May 4 to May 13.
  • The cheapest Delta flight from Chicago to Punta Cana is $481, flying from Apr 26 to May 5.
  • The cheapest Frontier flight from Chicago to Punta Cana is $262, flying from Apr 25 to May 2.
  • The cheapest Arajet flight from Chicago to Punta Cana is $429, flying from May 16 to May 23.
Southwest, American, United, Arajet and Frontier fly direct from Chicago to Punta Cana.
  • There are 12 American direct flights from Chicago to Punta Cana per week. Flights are available every day.
  • There are 1 Southwest direct flights from Chicago to Punta Cana per week. Flights are available on Saturday.
  • There are 7 United direct flights from Chicago to Punta Cana per week. Flights are available every day.
  • There are 3 Frontier direct flights from Chicago to Punta Cana per week. Flights are available on Monday, Saturday and Sunday.
  • There are 3 Arajet direct flights from Chicago to Punta Cana per week. Flights are available on Monday, Friday and Saturday.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
The cheapest last-minute deal between Chicago and Punta Cana at price $364 is offered by Frontier from Sat, Apr 11 to Sun, Apr 12.
Southwest, American, United, Arajet and Frontier fly direct from Chicago to Punta Cana.
  • There are 12 American direct flights from Chicago to Punta Cana per week. Flights are available every day.
  • There are 1 Southwest direct flights from Chicago to Punta Cana per week. Flights are available on Saturday.
  • There are 7 United direct flights from Chicago to Punta Cana per week. Flights are available every day.
  • There are 3 Frontier direct flights from Chicago to Punta Cana per week. Flights are available on Monday, Saturday and Sunday.
  • There are 3 Arajet direct flights from Chicago to Punta Cana per week. Flights are available on Monday, Friday and Saturday.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
There are direct flights from Chicago to Punta Cana on a daily basis.
The cheapest direct (nonstop) round-trip flights between Chicago and Punta Cana start at $395 from Mon, May 11 to Wed, May 20 with United.
It's easy to find nonstop flights with Google Flights! Once you've searched for flights from Chicago to Punta Cana, just select the nonstop flights only option in the 'Stops’ filter in the search form and view all available direct flights and their prices.
The cheapest business class round-trip flights between Chicago and Punta Cana start at $724 from Mon, Jun 15 to Tue, Jun 23 with Frontier.
The cheapest economy class round-trip flights between Chicago and Punta Cana start at $281 from Fri, May 8 to Thu, May 14.
To book business class trips from Chicago to Punta Cana, look for the default Economy selection at the top, and change it to your desired cabin class such as Premium Economy, Business Class, or First Class. You can then select your departure and arrival dates, consider available options, and book your business travel.

You can also adjust the trip type to view one-way fares.
The best last-minute getaway deal for the next weekend between Chicago and Punta Cana starts at $364 from Sat, Apr 11 to Sun, Apr 12 with Frontier.
The cheapest last-minute deal between Chicago and Punta Cana at price $364 is offered by Frontier from Sat, Apr 11 to Sun, Apr 12.
To find last-minute flight deals from Chicago to Punta Cana, start by entering the city names, select the desired departure and return dates, and hit the Search button to view flight options.

You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.

Search more flights

Popular trips from Chicago

  1. Rome
    $599
    Sep 20 — Sep 29
    1 stop 15 hr 15 min Turkish Airlines
  2. Denver
    $80
    Jun 12 — Jun 18
    Nonstop 3 hr 6 min Frontier
  3. Miami
    $56
    May 2 — May 8
    Nonstop 3 hr 17 min Frontier
  4. Paris
    $621
    Apr 19 — Apr 28
    1 stop 10 hr 50 min Icelandair

Find cheap flights from Chicago to anywhere

Find cheap flights on popular routes